Abstract

The authors report on the Lewis acid mediated reaction of chiral α-diazocarbonyl compound (+)-1 with cyclohexanones providing cyclic β-keto carbonyls bearing a kinetically stabilized α-hydrogen. This method reliably provides high selectivity and good yields for a range of different substrates. Furthermore, desymmetrization of meso-substrates allows for multiple stereocenters to be set in a single operation.

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